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Carbamic acid, [(1S)-1-(cyclopropylcarbonyl)-2-methylpropyl]-, 1,1-dimethylethyl ester (9CI) synthesis

1synthesis methods
87694-52-8 Synthesis
BOC-L-LEUCINE N,O-DIMETHYLHYDROXAMIDE

87694-52-8
70 suppliers
$28.00/1G

Carbamic acid, [(1S)-1-(cyclopropylcarbonyl)-2-methylpropyl]-, 1,1-dimethylethyl ester (9CI)

864185-86-4
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Yield:864185-86-4 43.1%

Reaction Conditions:

in tetrahydrofuran at 0 - 20; for 5.25 h;

Steps:

4.A

To amide 4a (0.5 g, 1 eq) in THF was added cyclopropylmagnesium bromide (4 eq, 7.68 mmol) at 0° C. The reaction was warmed up to RT after 1 5min and the reaction was stirred at RT for 5 hrs, then it was quenched by the addition of 1 N HCl. Reaction was diluted with EtOAc and washed with brine. The organic layer was dried over MgSO4, purified by column chromatography with 10% EtOAc in hexane to get 0.2 g of product 4b. Yield 43.1%.

References:

US2005/197301,2005,A1 Location in patent:Page/Page column 124